CA2533607C - Use of dialkyl carbonates as solvents for expanded polystyrene - Google Patents

Use of dialkyl carbonates as solvents for expanded polystyrene Download PDF

Info

Publication number: CA2533607C
Authority: CA; Canada
Prior art keywords: polystyrene; expanded polystyrene; carbonate; solvent; weight
Prior art date: 2003-09-04
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA2533607A

Other languages

English (en)

French (fr)

Other versions

CA2533607A1 (en

Inventor

Marcello Notari

Franco Rivetti

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Versalis SpA

Original Assignee

Polimeri Europa SpA

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2003-09-04

Filing date

2004-08-31

Publication date

2012-07-03

2004-08-31 Application filed by Polimeri Europa SpA filed Critical Polimeri Europa SpA

2005-03-17 Publication of CA2533607A1 publication Critical patent/CA2533607A1/en

2012-07-03 Application granted granted Critical

2012-07-03 Publication of CA2533607C publication Critical patent/CA2533607C/en

2024-08-31 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000002904 solvent Substances 0.000 title claims abstract description 75
239000004794 expanded polystyrene Substances 0.000 title claims abstract description 52
150000004649 carbonic acid derivatives Chemical class 0.000 title claims abstract description 23
239000004793 Polystyrene Substances 0.000 claims abstract description 79
229920002223 polystyrene Polymers 0.000 claims abstract description 77
239000000203 mixture Substances 0.000 claims abstract description 36
238000000034 method Methods 0.000 claims abstract description 31
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 21
238000001556 precipitation Methods 0.000 claims abstract description 19
238000004064 recycling Methods 0.000 claims abstract description 19
238000001914 filtration Methods 0.000 claims abstract description 11
238000000926 separation method Methods 0.000 claims abstract description 10
238000001035 drying Methods 0.000 claims abstract description 9
238000004090 dissolution Methods 0.000 claims abstract description 7
238000011038 discontinuous diafiltration by volume reduction Methods 0.000 claims abstract description 5
238000001125 extrusion Methods 0.000 claims abstract description 4
QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 claims description 28
238000003756 stirring Methods 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 12
-1 alkylene carbonate Chemical compound 0.000 claims description 9
VUPKGFBOKBGHFZ-UHFFFAOYSA-N dipropyl carbonate Chemical compound CCCOC(=O)OCCC VUPKGFBOKBGHFZ-UHFFFAOYSA-N 0.000 claims description 5
238000005119 centrifugation Methods 0.000 claims description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
UXXXZMDJQLPQPH-UHFFFAOYSA-N bis(2-methylpropyl) carbonate Chemical compound CC(C)COC(=O)OCC(C)C UXXXZMDJQLPQPH-UHFFFAOYSA-N 0.000 claims description 2
230000001376 precipitating effect Effects 0.000 claims description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
238000011084 recovery Methods 0.000 abstract description 9
LRHPLDYGYMQRHN-UHFFFAOYSA-N Butanol Natural products CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 42
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 23
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 21
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 21
229910052794 bromium Inorganic materials 0.000 description 21
239000007787 solid Substances 0.000 description 19
239000007788 liquid Substances 0.000 description 17
239000000243 solution Substances 0.000 description 17
239000000654 additive Substances 0.000 description 16
229920000642 polymer Polymers 0.000 description 13
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
238000005406 washing Methods 0.000 description 11
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
230000000052 comparative effect Effects 0.000 description 8
239000002244 precipitate Substances 0.000 description 8
238000004821 distillation Methods 0.000 description 7
239000000463 material Substances 0.000 description 7
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 7
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 6
XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 6
RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical class N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 5
238000009835 boiling Methods 0.000 description 5
231100000331 toxic Toxicity 0.000 description 5
230000002588 toxic effect Effects 0.000 description 5
XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 4
UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 4
MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 4
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 4
JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 4
230000009931 harmful effect Effects 0.000 description 4
239000012265 solid product Substances 0.000 description 4
239000002699 waste material Substances 0.000 description 4
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
239000011521 glass Substances 0.000 description 3
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
229940087305 limonene Drugs 0.000 description 3
235000001510 limonene Nutrition 0.000 description 3
150000007524 organic acids Chemical class 0.000 description 3
235000005985 organic acids Nutrition 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
238000011282 treatment Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000004809 Teflon Substances 0.000 description 2
229920006362 Teflon® Polymers 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
230000007423 decrease Effects 0.000 description 2
231100000584 environmental toxicity Toxicity 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
239000003063 flame retardant Substances 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000012528 membrane Substances 0.000 description 2
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 2
239000000047 product Substances 0.000 description 2
238000005063 solubilization Methods 0.000 description 2
230000007928 solubilization Effects 0.000 description 2
239000008399 tap water Substances 0.000 description 2
235000020679 tap water Nutrition 0.000 description 2
239000002341 toxic gas Substances 0.000 description 2
DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
244000248349 Citrus limon Species 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
241000282414 Homo sapiens Species 0.000 description 1
241000486442 Parastichtis suspecta Species 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
ODUIXUGXPFKQLG-QWRGUYRKSA-N [2-(4-chloro-2-fluoroanilino)-5-methyl-1,3-thiazol-4-yl]-[(2s,3s)-2,3-dimethylpiperidin-1-yl]methanone Chemical compound C[C@H]1[C@@H](C)CCCN1C(=O)C1=C(C)SC(NC=2C(=CC(Cl)=CC=2)F)=N1 ODUIXUGXPFKQLG-QWRGUYRKSA-N 0.000 description 1
238000002835 absorbance Methods 0.000 description 1
125000005907 alkyl ester group Chemical group 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
DWWPOAYNAWHBKI-UHFFFAOYSA-N bis(3-methylbutyl) carbonate Chemical compound CC(C)CCOC(=O)OCCC(C)C DWWPOAYNAWHBKI-UHFFFAOYSA-N 0.000 description 1
GRASKCGOTISKAM-UHFFFAOYSA-N bis(6-methylheptyl) carbonate Chemical compound CC(C)CCCCCOC(=O)OCCCCCC(C)C GRASKCGOTISKAM-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000004040 coloring Methods 0.000 description 1
238000002485 combustion reaction Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
150000002013 dioxins Chemical class 0.000 description 1
238000000605 extraction Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
231100000171 higher toxicity Toxicity 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229960004592 isopropanol Drugs 0.000 description 1
OOYGSFOGFJDDHP-KMCOLRRFSA-N kanamycin A sulfate Chemical group OS(O)(=O)=O.O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N OOYGSFOGFJDDHP-KMCOLRRFSA-N 0.000 description 1
RCIJMMSZBQEWKW-UHFFFAOYSA-N methyl propan-2-yl carbonate Chemical compound COC(=O)OC(C)C RCIJMMSZBQEWKW-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000005832 oxidative carbonylation reaction Methods 0.000 description 1
238000010525 oxidative degradation reaction Methods 0.000 description 1
239000005022 packaging material Substances 0.000 description 1
238000000053 physical method Methods 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
230000035939 shock Effects 0.000 description 1
238000003860 storage Methods 0.000 description 1
230000002311 subsequent effect Effects 0.000 description 1
239000000126 substance Substances 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
238000007669 thermal treatment Methods 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000027 toxicology Toxicity 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
- C08J3/095—Oxygen containing compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
- C08J11/08—Recovery or working-up of waste materials of polymers without chemical reactions using selective solvents for polymer components
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
- C08J2325/06—Polystyrene
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Sustainable Development (AREA)
General Chemical & Material Sciences (AREA)
Dispersion Chemistry (AREA)
Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

CA2533607A 2003-09-04 2004-08-31 Use of dialkyl carbonates as solvents for expanded polystyrene Expired - Fee Related CA2533607C (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
ITMI20031704 ITMI20031704A1 (it)	2003-09-04	2003-09-04	Uso di dialchil carbonati come solventi per il polistirene espanso.
ITMI2003A001704		2003-09-04
PCT/EP2004/009684 WO2005023922A1 (en)	2003-09-04	2004-08-31	Use of dialkyl carbonates as solvents for expanded polystyrene

Publications (2)

Publication Number	Publication Date
CA2533607A1 CA2533607A1 (en)	2005-03-17
CA2533607C true CA2533607C (en)	2012-07-03

Family

ID=34260012

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA2533607A Expired - Fee Related CA2533607C (en)	2003-09-04	2004-08-31	Use of dialkyl carbonates as solvents for expanded polystyrene

Country Status (10)

Country	Link
US (1)	US7745503B2 (de)
EP (1)	EP1660571B1 (de)
JP (1)	JP2007504310A (de)
CN (1)	CN100374489C (de)
AT (1)	ATE513006T1 (de)
CA (1)	CA2533607C (de)
ES (1)	ES2367565T3 (de)
IT (1)	ITMI20031704A1 (de)
PL (1)	PL1660571T3 (de)
WO (1)	WO2005023922A1 (de)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ITMI20051409A1 (it) *	2005-07-22	2007-01-23	Polimeri Europa Spa	Procedimento migliorato per il riciclo del polistirene espanso
JP5009542B2 (ja) *	2006-03-07	2012-08-22	幸治新堂	スチレン系発泡樹脂成形型の洗浄装置、及び洗浄方法
US7816469B2 (en)	2006-12-12	2010-10-19	Xerox Corporation	Process for producing polymer nanodispersions
EP3575353A1 (de)	2014-10-03	2019-12-04	Polystyvert Inc.	Aus einem verfahren zur verwertung von polystyrolabfällen gewonnenes recyceltes polystyrol
US10961367B2 (en)	2017-11-20	2021-03-30	Polystyvert Inc.	Processes for recycling polystyrene waste
ES2994474T3 (en)	2018-10-26	2025-01-24	Polystyvert Inc	Processes for recycling polystyrene waste and/or polystyrene copolymer waste
WO2023082009A1 (en)	2021-11-11	2023-05-19	Polystyvert Inc.	Methods of recycling polystyrene material comprising brominated contaminants

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4405394A (en) *	1980-05-27	1983-09-20	E. I. Du Pont De Nemours And Company	Laminating process
US5232954A (en)	1992-05-12	1993-08-03	Peters Donald F	Process for recovering thermoplastic resins using esters
US5532023A (en) *	1994-11-10	1996-07-02	The Procter & Gamble Company	Wrinkle reducing composition
US5629352A (en) *	1995-04-24	1997-05-13	Matsushita Electric Industrial Co., Ltd.	Solvent for polystyrene, method for reducing volume of polystyrene foam and method for recycling polystyrene foam
JPH115865A (ja)	1997-06-19	1999-01-12	Mitetsukusu Kk	発泡ポリスチレン溶解剤
JP3530995B2 (ja)	1997-09-11	2004-05-24	日立造船株式会社	発泡ポリスチレンのリサイクル方法
CA2274397A1 (en) *	1998-06-18	1999-12-18	Sony Corporation	Method and apparatus for recycling styrene resin
US6162880A (en) *	1998-07-22	2000-12-19	Fina Technology, Inc.	Purification of polystyrene recycle streams
US6743828B1 (en) *	2000-01-03	2004-06-01	Harvey Katz	Reduction in polystyrene foams with dibasic esters
DE10207336A1 (de)	2001-10-24	2003-05-15	Fraunhofer Ges Forschung	Verfahren zum Reinigen und Wiederverwerten von geschäumten Polystyrol-Abfällen
WO2004020167A1 (ja) *	2002-08-28	2004-03-11	Jfe Engineering Corporation	発泡スチロール樹脂のリサイクル方法
US7321003B2 (en) *	2005-04-19	2008-01-22	Harvey Katz	Methods of reducing polystyrene foams using dibasic esters with extruders

2003
- 2003-09-04 IT ITMI20031704 patent/ITMI20031704A1/it unknown
2004
- 2004-08-31 ES ES04764650T patent/ES2367565T3/es not_active Expired - Lifetime
- 2004-08-31 PL PL04764650T patent/PL1660571T3/pl unknown
- 2004-08-31 WO PCT/EP2004/009684 patent/WO2005023922A1/en not_active Ceased
- 2004-08-31 AT AT04764650T patent/ATE513006T1/de not_active IP Right Cessation
- 2004-08-31 JP JP2006525090A patent/JP2007504310A/ja active Pending
- 2004-08-31 US US10/566,401 patent/US7745503B2/en not_active Expired - Fee Related
- 2004-08-31 EP EP20040764650 patent/EP1660571B1/de not_active Expired - Lifetime
- 2004-08-31 CA CA2533607A patent/CA2533607C/en not_active Expired - Fee Related
- 2004-08-31 CN CNB2004800226905A patent/CN100374489C/zh not_active Expired - Fee Related

Also Published As

Publication number	Publication date
US7745503B2 (en)	2010-06-29
ATE513006T1 (de)	2011-07-15
US20060241193A1 (en)	2006-10-26
ES2367565T3 (es)	2011-11-04
WO2005023922A1 (en)	2005-03-17
CA2533607A1 (en)	2005-03-17
CN1832990A (zh)	2006-09-13
PL1660571T3 (pl)	2011-11-30
JP2007504310A (ja)	2007-03-01
CN100374489C (zh)	2008-03-12
EP1660571B1 (de)	2011-06-15
ITMI20031704A1 (it)	2005-03-05
EP1660571A1 (de)	2006-05-31

Legal Events

Date	Code	Title	Description
2009-07-14	EEER	Examination request
2015-10-12	MKLA	Lapsed	Effective date: 20150831

Publication	Publication Date	Title
IL188855A (en)	2012-04-30	Process for the recycling of expanded polystyrene
TWI236487B (en)	2005-07-21	Process for recycling a plastic
KR100711682B1 (ko)	2007-04-30	스티렌 수지 폐재의 재생 방법
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